These are what we call the 'YMMV items.' Things that some people find in this work. We call them 'your mileage might vary' because not everyone sees these things in the same way. This starts discussions in the trope lists, a thing we don't want. Please use the discussion page if you'd like to discuss any of these items.
Growing the Beard: Their first album, A.M. sold poorly and was not well-received by critics, being generally regarded as watered-down Uncle Tupelo. Being There is where the band really grew the beard for fans.
True Art Is Angsty: Yankee Hotel Foxtrot was made at a time when Tweedy was addicted to painkillers for his migraines as well as alcohol, in addition to the above-mentioned drama with his label. Since then he's kicked both (as well as quit smoking), enjoying modest commercial success as well as a stable home life; the music since then reflects the shift. There's a section of the fandom whose reaction to this is They Changed It, Now It Sucks (calling Sky Blue Sky "dad-rock" is one of the more diplomatic assessments).
Some have speculated that his "Tweedy" side project with his son is a Take That to those who leveled the "dad rock" charge.